2-Methyl-4-(1-methyl-1H-pyrrol-2-yl)-5-oxo-N-(o-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide

ID: ALA4483052

PubChem CID: 155540026

Max Phase: Preclinical

Molecular Formula: C23H25N3O2

Molecular Weight: 375.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2ccccc2C)C(c2cccn2C)C2=C(CCCC2=O)N1

Standard InChI:  InChI=1S/C23H25N3O2/c1-14-8-4-5-9-16(14)25-23(28)20-15(2)24-17-10-6-12-19(27)21(17)22(20)18-11-7-13-26(18)3/h4-5,7-9,11,13,22,24H,6,10,12H2,1-3H3,(H,25,28)

Standard InChI Key:  MGLPIYUDHRUIPE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.2788  -20.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2788  -20.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9882  -21.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9882  -19.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6976  -20.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6941  -20.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4003  -21.3715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1145  -20.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1179  -20.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4073  -19.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9882  -18.9027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8199  -21.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8278  -19.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8321  -18.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5375  -20.1502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2514  -19.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9604  -20.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6739  -19.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6786  -18.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9640  -18.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2534  -18.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9549  -20.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4081  -18.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0705  -18.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8202  -17.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0030  -17.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7484  -18.4296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9309  -18.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  4 11  2  0
  8 12  1  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
 10 23  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483052

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.47

Molecular Weight (Monoisotopic): 375.1947

AlogP: 3.94

#Rotatable Bonds: 3

Polar Surface Area: 63.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.85

Np Likeness Score: -1.57

References

1. Ulven ER, Quon T, Sergeev E, Barki N, Brvar M, Hudson BD, Dutta P, Hansen AH, Bielefeldt LØ, Tobin AB, McKenzie CJ, Milligan G, Ulven T..  (2020)  Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators.,  63  (7): [PMID:32141297] [10.1021/acs.jmedchem.9b02036]

Source

Source(1):

• Scientific Literature